Hydrochloric Acid → HCID 178427224, compound

HRID 1880412Notes

Reaction equation

HRID 1880412 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:11]([OH:13])=[O:12])[CH:5]=[C:6]2[C:10]=1[NH:9][N:8]=[CH:7]2.[Cl:14]N1C(=O)CCC1=O.S([O-])([O-])(=O)=S.[Na+].[Na+].Cl>CC#N.O>[Cl:14][C:7]1[C:6]2[C:10](=[C:2]([CH3:1])[CH:3]=[C:4]([C:11]([OH:13])=[O:12])[CH:5]=2)[NH:9][N:8]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 24477Sodium ThiosulfateHCID 31398ChlorosuccinimideHCID 534085037-Methyl-1H-indazole-5-carboxylic acid

Product 1

HCID 178427224HCID 178427224, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a suspension of 7-methyl-1H-indazole-5-carboxylic acid (180 mg, 1.01 mmol) in CH3CN (10 mL) was added N-chlorosuccinimide (150 mg, 1.12 mmol). The mixture was heated at reflux overnight before concentration. The solid was suspended in water and aqueous sodium thiosulfate solution, acidified with 1 N HCl and the solids were isolated by filtration. The solids were then washed with water and dried to provide the title compound as a tan solid (208 mg, 98%).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux overnight before concentration
  3. customthe solids were isolated by filtration
  4. washThe solids were then washed with water
  5. customdried

Sources & evidence

ORD record
ord-40304fa9c72548baa6c488f4cfb2feb5
Source dataset
uspto-grants-2012_11
Patent number
US08318762B2

Reaction notes

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